
Sergio Monsalve
Seed stage venture capital investor, Stanford Lecturer, and advocate for human enablement
Palo Alto, California
Joined June 2025
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Summary
Sergio Monsalve is a highly experienced venture capital investor with a career spanning over two decades, transitioning from operational and leadership roles at tech giants like eBay and Photobucket to becoming a successful venture partner at Norwest Venture Partners, and eventually founding his own firm, Roble Ventures. His investment focus is on "human enablement technologies," including Future of Work, EdTech, and job-creating marketplaces. He is noted for his high-conviction investment strategy, often investing a significant portion of his fund into a fewer, carefully selected companies, rather than a broad 'spray-and-pray' approach. stanford+3
He has a proven track record of identifying and investing in successful technology companies, including early investments in unicorn companies like Udemy and Kahoot!. He actively served on the boards of these companies, guiding them to significant milestones, such as Udemy's IPO at a $3 billion valuation and Kahoot!'s public offering with a $2-3 billion valuation. stanford+2
Beyond his investment career, Monsalve is deeply involved in education and entrepreneurship. He co-founded the Entrepreneur-In-Residence Program at Stanford University's Graduate School of Education and teaches a popular course, "EDUC 295: Entrepreneurship & Innovation in Education Technology." He advocates for continuous learning and believes in technology's role in personalizing education and making learning a lifelong, individualized experience. stanford+3
Monsalve is committed to fostering innovation and supporting founders, emphasizing the importance of traits like persistence, intellectual curiosity, and mental honesty in entrepreneurs. He also believes in purpose-driven leadership that draws followers. He is critical of stanford+2
Work
Education
Hobbies
Serves on the Board of Trustees at Harvey Mudd College, where he co-chairs the entrepreneurial initiatives committee. stanford+1
Notes
POPaul O'Briensaid
SMSergio Monsalve
is one of the most respected early-stage investors they've worked with.Jan 27, 2026
DPDavid Perez-Hernandezsaid
SMSergio Monsalve
is one of the most thoughtful angel investors they've come across in the future of work or social media space.Jan 10, 2026
DPDavid Perez-Hernandezsaid
SMSergio Monsalve
is one of the most thoughtful or impactful venture capitalists they've worked with.Dec 22, 2025
SLS.K. Leesaid
SMSergio Monsalve
is one of the most thoughtful or impactful venture capitalists they've worked with.Dec 22, 2025
DPDavid Perez-Hernandezsaid they've seen
SMSergio Monsalve
's investments make a real impact for early-stage AI or SaaS founders.Dec 22, 2025
DPDavid Perez-Hernandezsaid
SMSergio Monsalve
is one of the most respected early-stage investors in edtech they know.Dec 9, 2025
DPDavid Perez-Hernandezsaid
SMSergio Monsalve
is one of the most knowledgeable early-stage investors they've met in edtech, govtech, or compliance.Nov 7, 2025
NNNic Newmansaid
SMSergio Monsalve
is someone they’d recommend to SaaS founders seeking angel investment.Oct 16, 2025
RCRachel Chalmerssaid they've seen
SMSergio Monsalve
back pre-seed companies that have pushed the boundaries of how people work.Sep 26, 2025
DPDavid Perez-Hernandezsaid
SMSergio Monsalve
is one of the most thoughtful and active early-stage investors they've seen working in education or university innovation.Jul 23, 2025